CAS 2017-89-2: 2-Propenoic acid,2-cyano-3-(4-nitrophenyl)-, ethyl ester, (2E)-

Ethyl 2-cyano-3-(4-nitrophenyl)prop-2-enoate is a functionalized molecule that contains a dipole. It has high selectivity for 1,3-dipolar cycloadditions because the electron density of the methylene group is greater than that of the aldehyde group. The mechanistic theory for this reaction is that the electron density on the methylene group in ethyl 2-cyano-3-(4-nitrophenyl)prop-2-enoate will cause it to become more reactive than the aldehyde group. The dipoles in this molecule are oriented such that they can react with each other to form an intermediate and then an adduct. This isomerization occurs through either dipolarophilic or electrocyclic mechanisms.

Ethyl 2-cyano-3-(4-nitrophenyl)acrylate